Topic: Chemistry behind MDMA - includes synthesis, chemical interaction with seratonin, how it effects the body/neurology, impurity detection, analytical techniques to find MDMA in the body (hair, urine, etc.)


Article 1:
Kochana, J., Wilamowski, J., & Parczewski, A. (2004). SPE-TLC profiling of impurities in 1-(3,4-methylenedioxyphenyl)-2-nitropropene, an intermediate in 3,4-methylenedioxymethamphetamine (MDMA) synthesis. Chromatographia, 60(7-8), 481-484. doi: http://dx.doi.org/10.1365/s10337-004-0385-7

Introduction
  • Increased use of MDMA/amphetamine over the last decade, especially in the nightlife setting (3-3.5 million in EU)
  • Profiling impurities in drug to determine chemical similarities between drug samples seized by police (differentiate methods of synthesis or labs or environmental conditions)
  • Spectroscopy used most frequently
  • SPE-TLC profiling of 1-(3,4-methylenedioxyphenyl)-2-nitropropene, an important intermediate in MDMA synthesis, obtained from piperonal in lab
  • Improve profile quality, SPE extract was concentrated by evaporation under nitrogen steam
  • One component vs. multicomponent mobile phases – multi varied with Gibb’s triangle
  • Quality of profile estimated by matrix presentation of TLC patterns which take into account differences between Rf, fluorescence intensity, and number of spots
  • Used before in profiling impurities in PMMA

Experimental
Chemical and Reagents
  • 1-(3,4-methylenedioxyphenyl)-2-nitropropene synthesized form piperonal using gradient grade Merck phosphate buffer (pH7), chloroform, methanol, and acetonitrile
  • Analytical grade ethanol and ethyl acetate from POCh

Profiling Procedure
  • SPE of 1-(3,4-methylenedioxyphenyl)-2-nitropropene procedure to get an extract
  • Apply concentrated extract to silica gel 60 plates with fluorescent indicator F254, observe TLC separations
  • One component and multicomponent mobile phases (varied accordingly with Gibb’s triangle) used

Quality of Profile
  • Use of symmetrical matrix with dimensions equal to number of spots revealed to measure efficiency of SPE-TLC profiling

Results and Discussion
One-Component Mobile Phases. Effect of Concentration of SPE Extract on Profile Quality
  • Results of profiling with and without concentration of SPE extracts compared
  • Concentrated extracts of impurities improved profile quality for all mobile phases (except chloroform) possibly because more volatile impurities could have vaporized

Multicomponent Mobile Phases
  • Highest values were for 1:1 acetonitrile-chloroform; best quality from use of 2:8 acetonitrile-chloroform

Repeatability of SPE-TLC Profiling
  • Five extractions and five TLC separations were performed with 2:9 acetonitrile-chloroform as mobile phase
  • Errors within extractions estimated to be .27, .27, and .11 (Y2, Y3, Y4)
  • Errors between extractions mirrored errors within except for Y4; high value for Y4 due to visual estimation of fluorescence intensity and arbitrary scale (need objective measurements of intensities)
  • Repeatability between extractions shows repeatability of the profiling process

Conclusion
  • Profiling impurities in intermediate MDMA synthesis is effective by SPE-TLC with a 2:8 acetonitrile-chloroform mixture as best mobile phase for TLC separation

Ackowledgements and References

Last updated: 7:33 am, 12/1/2012